Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382653Generated: November 1, 2026

Sodium Hydroxide → 1-(1-(3-Methoxy-4-nitrophenyl)piperidin-4-yl)-4-methylpiperazine

https://huagongshe.com/reaction/2382653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-(3-Methoxy-4-nitrophenyl)piperidin-4-oneHCID 25918857—
SolventWaterHCID 962—
Solvent1,1-DichloroethaneHCID 6365—
Product1-(1-(3-Methoxy-4-nitrophenyl)piperidin-4-yl)-4-methylpiperazineHCID 5677724991%

Reaction Steps

To a solution of 1-(3-Methoxy-4-nitro-phenyl)-piperidin-4-one (4.96 g, 0.020 mol) in dichloroethane (50 ml) is added N-methylpiperazine (2.7 ml, 0.024 mol) at 0° C. and the mixture is stirred at room temperature. After 4 h, sodium triacetoxy-borohydride (5.04 g, 0.024 mol) is added and the mixture is further stirred at room temperature for 24 h. After addition of 1N sodium hydroxide at 0° C., the mixture is poured into water and extracted three times with dichloromethane. The organic layer is combined and extracted three times with 1N hydrochloride. The water layer is basified with 2N sodium hydroxide and extracted three times with dichloromethane. The organic layer is washed with brine, dried over sodium sulfate, and evaporated in vacuo to give the title compound as yellow solids (6.04 g) in 91% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263590B2
Source datasetuspto-grants-2012_09
ORD IDord-19d66b1926f34b1d89fdb001d195ca47
Source noteuspto-grants-2012_09